1-Hydroxy-7-methyl-11-methylidene-2-(2-methylprop-1-enyl)-1,2,4a,5,6,9,10,11a-octahydrobenzo[9]annulene-4-carbaldehyde

Details

• Internal ID: 176beb2e-1ee8-4b09-bcf0-c2ab540aba7e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 1-hydroxy-7-methyl-11-methylidene-2-(2-methylprop-1-enyl)-1,2,4a,5,6,9,10,11a-octahydrobenzo[9]annulene-4-carbaldehyde
• SMILES (Canonical): CC1=CCCC(=C)C2C(CC1)C(=CC(C2O)C=C(C)C)C=O
• SMILES (Isomeric): CC1=CCCC(=C)C2C(CC1)C(=CC(C2O)C=C(C)C)C=O
• InChI: InChI=1S/C20H28O2/c1-13(2)10-16-11-17(12-21)18-9-8-14(3)6-5-7-15(4)19(18)20(16)22/h6,10-12,16,18-20,22H,4-5,7-9H2,1-3H3
• InChI Key: WGIBCPUMAZHVMA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.38
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.5839	58.39%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6272	62.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9086	90.86%
OATP1B3 inhibitior	+	0.8889	88.89%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5870	58.70%
P-glycoprotein inhibitior	-	0.7601	76.01%
P-glycoprotein substrate	-	0.7913	79.13%
CYP3A4 substrate	+	0.5686	56.86%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.8214	82.14%
CYP3A4 inhibition	-	0.7489	74.89%
CYP2C9 inhibition	-	0.7402	74.02%
CYP2C19 inhibition	-	0.6691	66.91%
CYP2D6 inhibition	-	0.9094	90.94%
CYP1A2 inhibition	+	0.5643	56.43%
CYP2C8 inhibition	-	0.6846	68.46%
CYP inhibitory promiscuity	-	0.8114	81.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6423	64.23%
Eye corrosion	-	0.9527	95.27%
Eye irritation	-	0.9241	92.41%
Skin irritation	+	0.6671	66.71%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5164	51.64%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.7590	75.90%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.7294	72.94%
Acute Oral Toxicity (c)	III	0.7113	71.13%
Estrogen receptor binding	-	0.6218	62.18%
Androgen receptor binding	+	0.5375	53.75%
Thyroid receptor binding	-	0.6000	60.00%
Glucocorticoid receptor binding	+	0.7396	73.96%
Aromatase binding	-	0.5650	56.50%
PPAR gamma	-	0.4881	48.81%
Honey bee toxicity	-	0.8490	84.90%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9959	99.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.86%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.91%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.72%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.36%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.32%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.01%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.98%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.70%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.63%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85133322
• LOTUS: LTS0269706
• wikiData: Q105304515